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Dorchester Cottage Holidays

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    Exceptionally stylish converted chapel in quiet village location. Parking. WiFi. Blandford Forum 9 miles. (Ref. 976542)

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    7 nights from £447

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    Four bedrooms in Kellaway Court, Weymouth. Restaurants and bars close by. Near harbourside. Accepts one dog. (Ref. 994219)

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    7 nights from £667

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    • Sleeps4
    • Bedrooms2
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    Charming Sherborne cottage in attractive conservation area, close to town amenities. Stylish welcoming accommodation, ideal for romantic break or touring this beautiful area. (Ref. 8892)

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    7 nights from £352

    Last booked 2 days ago
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    • Bedrooms2
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    Attractive, semi-detached country cottage situated close to the rural West Dorset hamlet of Dottery. Area of Outstanding Natural Beauty. Well-equipped with woodburning stove, WiFi. Country views. Bridport 1.5 miles. (Ref. 924953)

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    7 nights from £342

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    • Sleeps4
    • Bedrooms2
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    Beamed, single-storey holiday cottage near Winterborne Stickland. Exceptional barn conversion offering open plan living, woodburning stove, en-suite facilities and on-site games room. Area of Outstanding Natural Beauty. Blandford Forum 4 miles. (Ref. 905898)

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    7 nights from £382

    Last booked 2 days ago
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    • Sleeps9
    • Bedrooms5
    • PetsNo
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    A fresh, detached cottage based in the village of Burton Bradstock in Dorset. En-suite. Jurassic Coast. Distance sea views. Dorset AONB. (Ref. 963177)

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    7 nights from £889

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    • Sleeps6
    • Bedrooms3
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    Rural country cottage in West Milton, Dorset. Charming and well-equipped. WiFi. Two patios in the garden. Roadside parking, unrestricted. Pub 2 miles. Shop 4 miles. Bridport 4 miles. (Ref. 994570)

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    7 nights from £497

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    • Sleeps4
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    Situated in front of the Old Harbour in Weymouth, Tradewinds is perfect base for couples. Walking distance to town centre. Pub, shop 5 min. Beach 10 min. Dorchester 8.3 miles. (Ref. 994737)

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    7 nights from £609

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    Charming, characterful, single-storey barn conversion. Attractive lawned courtyard in Area of Outstanding Natural Beauty. Family accommodation with en-suite, woodburner, shared games room on site. Blandford Forum 4 miles. (Ref. 905895)

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    7 nights from £382

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    • Sleeps6
    • Bedrooms3
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    A grade II listed converted school near the town of Dorchester in Dorset. En-suite. Exposed wooden beams. Dorchester 3 miles. (Ref. 930956)

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    7 nights from £518

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Book Now, Pay Later

For a limited time only, all our cottages can be reserved for only £20*

*Book Now, Pay Later is available for holidays departing at least 6 weeks from the date of booking. The remaining holiday balance is payable 6 weeks prior to departure. Please note that if you cancel your booking, you will have to pay the Deposit Balance, which includes the Booking fee. Book Now, Pay Later cannot be used in conjunction with any other offer. Please refer to T&Cs for full details.

Just show me Dorchester Cottages

If you're looking for somewhere with facilities on hand yet close to amazing countryside, our Dorchester cottages make great contenders. Think elegant architecture, historic sites, thriving culture and excellent shopping.

Dorchester's a fantastic place for browsing. Shoppers will find all kinds of specialist shops, high street names and markets, while museums range from dinosaurs, teddies and Chinese Terracotta Warriors, to Roman artefacts and Tutankhamun. And in between shopping and sightseeing, relish delicious snacks and meals in a wide variety of establishments, from pavement cafes to Michelin-starred restaurants.

When it comes to historic sites, Dorchester features a treasure trove of delights. Don't miss the splendid Roman Town House, the home of infamous 'Hanging' Judge Jeffreys, the huge Iron Age hill fort of Maiden Castle and the Roman amphitheatre at Maumbury Rings.

Thomas Hardy's Wessex a stone's throw from your Dorchester cottage

Dorset's wonderful landscapes have inspired many writers and most of Hardy's novels are based on Dorset; Dorchester is indeed the legendary town of 'Casterbridge'. The Dorset County Museum displays his works, while you can also visit his birthplace Hardy's Cottage and his Victorian villa Max Gate, designed by Hardy and built by his brother. Discover more of his beloved 'Wessex' on foot and stride out from your Dorchester cottage along the Dorchester to Weymouth Trail (10 miles).

To the west of the town centre you'll find Poundbury, Prince Charles' award-winning residential development built in the traditional architectural style of Dorchester and home to a variety of attractions, including a monthly farmers' market.